The Jolly Sailor is a pirate comedy play for teenagers. It is based around a group of friends known as the Posse, among them is William who is the least adventurous. He had lead a sheltered life because that is just how his father, a customs officer, had arranged it - if William had known that his mother was Gracie O'Donnell - the Pirate Queen - his life might have been very different.

On a trip to France to pick up documents William is kidnapped by the Cornish Captain Rumtug and his daughter Martha May and traded as a commodity with a price on his head.

He become reunited with a family he never knew he had and everything changes for William things can never be the same again. After a rough and tumble of events we arrive at the big finale.